Antimicrobial sutures

• US 3,987,797 A
• Filed: 12/11/1974
• Issued: 10/26/1976
• Est. Priority Date: 02/25/1974
• Status: Expired due to Term

• Current Assignee: Ethicon Incorporated (Johnson & Johnson)
• Original Assignee: Ethicon Incorporated (Johnson & Johnson)
• Inventors: Stephenson, Martin
• Primary Examiner(s): Truluck, Dalton L.
• Application Number:
  US05/531,643
• Time in Patent Office: 685 Days
• Field of Search: 128/334 R, 128/335.5, 3/1, 106/15 AF, 260/9, 424/183, 424/25, 424/26, 424/78
• US Class Current: 606/231
• CPC Class Codes: A61L 17/005 containing a biologically active substance, e.g. a medicament or a biocide
• CPC Class Codes: A61L 2300/406 Antibiotics
• CPC Class Codes: A61L 2300/42 Anti-thrombotic agents, anticoagulants, anti-platelet agents
• CPC Class Codes: A61L 2300/442 Colorants, dyes
• CPC Class Codes: A61L 2300/606 Coatings
• CPC Class Codes: A61L 2300/80 characterised by a special chemical form

Abstract

A surgical suture is coated with an ionically bonded block elastomeric copolymer of a polyquaternary polyurethane and a polyanionic polymer such as heparin. The coated suture is receptive to treatment with antimicrobial compounds to produce a suture having long-lasting antimicrobial properties which inhibit bacterial growth in and immediately around the suture. The coated suture is also receptive to dyes for the preparation of colored sutures. Surgical aids other than sutures such as films, fabrics, wound dressings and the like may be coated and rendered antimicrobial or colored in a like manner.

Claims

1. A surgical aid having long-lasting, leach resistant antimicrobial properties the surface of which is coated with an ionic block elastomer of the formula:

##EQU1## wherein R is C₁ -15 alkylene, R₂ is lower alkylene, R₃, R₄ and R₅ are selected from hydrogen and lower alkyl, R₁ is a liquid prepolymer having a molecular weight from 1,000 to 3,000 selected from the class consisting of polyether, silicone, polyurethane, and polyamide;

Z and Y are selected from hydroxyl and isocyanate groups, ZY is the urethane residue of the condensation of Z and Y;

n is an integer from 10 to 1,000;

B- is an anionic polymer and X is an anionic or cationic antimicrobial compound.

2. A surgical aid of claim 1 wherein the anionic polymer is selected from the group consisting of polystyrene sulfonate, polyacrylate and heparin.

3. A surgical aid of claim 1 wherein the antimicrobial compound is selected from the group consisting of neomycin sulfate, tetracycline hydrochloride, potassium penicillin, streptomycin sulfate, gentamycin sulfate, oxtetracycline dihydrate, polymixin B sulfate, sodium cephalothin, rifamycin, benzethonium chloride, cephaloridine, sodium oxacillin, dihydrostreptomycin sulfate, and disodium carbenicillin.

4. A surgical aid of claim 3 wherein the anionic polymer is heparin.

5. A surgical aid of claim 1 which is a suture.

6. A surgical aid of claim 1 which is a wound dressing.

7. A surgical aid of claim 1 which is a fabric.

8. A surgical aid of claim 1 which is a prosthetic device.

9. A suture of claim 5 wherein B- is heparin and X is neomycin sulfate.

10. A colored surgical aid, the surface of which is coated with an ionic block elastomer of the formula:

##STR8## wherein R is C₁ -15 alkylene, R₂ is lower alkylene, R₃, and R₄ and R₅ are selected from hydrogen and lower alkyl, R₁ is a liquid prepolymer having a molecular weight from 1,000 to 3,000 selected from the class consisting of polyether, silicone, polyurethane, and polyamide;

Z and Y are selected from hydroxyl and isocyanate groups, ZY is the urethane residue of the condensation of Z and Y;

n is an integer from 10 to 1,000;

B- is an anionic polymer and X is an anionic or cationic dye group.

11. A surgical aid of claim 10 wherein the anionic polymer is selected from the group consisting of polystyrene sulfonate, polyacrylate and heparin.

12. A surgical aid of claim 10 which is a suture.

13. A surgical aid of claim 10 which is a wound dressing.

14. A surgical aid of claim 10 which is a fabric.

15. A suture of claim 12 wherein B- is heparin.

16. A sterile surgical suture, the surface of which is coated with an ionic block elastomer of the formula:

##STR9## wherein R is C₁ -15 alkylene, R₂ is lower alkylene, R₃, R₄ and R₅ are selected from hydrogen and lower alkyl, R₁ is a liquid prepolymer having a molecular weight from 1,000 to 3,000 selected from the class consisting of polyether, silicone, polyurethane, and polyamide;

Z and Y are selected from hydroxyl and isocyanate groups, ZY is the urethane residue of the condensation of Z and Y;

n is an integer from 10 to 1,000; and

B- is an anionic polymer.

17. A surgical suture of claim 16 wherein the anionic polymer is selected from the group consisting of polystyrene sulfonate, polyacrylates, heparin.

18. A surgical suture of claim 16 whrein the anionic polymer is heparin.

19. A method of preparing an antimicrobial surgical aid comprising the steps of contacting the surface of a surgical aid with a solution of an ionic block elastomer of the formula:

##STR10## wherein R is C₁ -15 alkylene, R₂ is lower alkylene, R₃, R₄ and R₅ are selected from hydrogen and lower alkyl, R₁ is a liquid prepolymer having a molecular weight from 1,000 to 3,000 selected from the class consisting of polyether, silicone, polyurethane, and polyamide;

Z and Y are selected from hydroxyl and isocyanate groups, ZY is the urethane residue of the condensation of Z and Y, n is an integer from 10 to 1,000 and B- is an anionic polymer, drying said surgical aid to leave a residual coating of said ionic block elastomer thereon, and thereafter contacting said coated surgical aid with an anionic or cationic antimicrobial compound.

20. A method of claim 19 wherein the anionic polymer is selected from the group consisting of polystyrene sulfonate, polyacrylates, heparin.

21. A method of claim 19 wherein said solution of ionic block elastomer comprises an organic solvent.

22. A method of claim 21 wherein said organic solvent comprises dimethylformamide.

23. A method of claim 19 wherein said coated surgical aid is contacted with an aqueous solution of said antimicrobial compound.

24. A method of claim 19 wherein said anionic polymer is heparin.

25. A method of claim 24 wherein said antimicrobial compound is neomycin sulfate.

26. A method of claim 25 wherein said surgical aid is a suture.

27. A method of claim 25 wherein said surgical aid is a wound dressing.

28. A method of claim 25 wherein said surgical aid is a fabric.

29. A method of claim 25 wherein said surgical aid is a prosthetic device.